MAL-Di-EG-OPFP

 CAS No.: 1347750-81-5  Cat No.: BP-501670  Purity: 98% 4.5  

MAL-Di-EG-OPFP is a bifunctional PROTAC linker reagent featuring a maleimide (MAL) electrophile for selective conjugation to thiol-containing ligands, a diethylene glycol (Di-EG) spacer that provides conformational flexibility and aqueous compatibility, and an OPFP ester group that can be activated for subsequent coupling to primary amines or other nucleophiles. Structurally, the linker connects two reactive handles through an ether-rich chain, enabling efficient assembly of multi-component targeted degradation constructs while minimizing steric constraints that can impair ternary complex formation. In PROTAC design, the maleimide handle allows site-selective attachment of the linker to cysteine-bearing or thiol-functionalized warheads, whereas the OPFP moiety supports modular installation of the complementary recognition element or tag. This reagent is valuable for researchers seeking reliable, stepwise synthesis of degraders, facilitating rapid optimization of linker length and polarity to tune degradation potency and selectivity in cellular assays.

MAL-Di-EG-OPFP

Structure of 1347750-81-5

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Category
PROTAC Linker
Molecular Formula
C20H19F5N2O7
Molecular Weight
494.37
Appearance
Soild powder

* For research and manufacturing use only. Not for human or clinical use.

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Purity
98%
Appearance
Soild powder
Storage
-20°C
Shipping
Room temperature
IUPACName
(2,3,4,5,6-pentafluorophenyl) 3-[2-[2-[3-(2,5-dioxopyrrol-1-yl)propanoylamino]ethoxy]ethoxy]propanoate
Synonyms
MAL-Di-EG-OPFP; Mal-NH-PEG2-CH2CH2COOPFP ester; perfluorophenyl 3-(2-(2-(3-(2,5-dioxo-2H-pyrrol-1(5H)-yl)propanamido)ethoxy)ethoxy)propanoate; Maleimide-PEG2-Pfp
InChI Key
GKNPGQMJNWIEOE-UHFFFAOYSA-N
InChI
InChI=1S/C20H19F5N2O7/c21-15-16(22)18(24)20(19(25)17(15)23)34-14(31)4-7-32-9-10-33-8-5-26-11(28)3-6-27-12(29)1-2-13(27)30/h1-2H,3-10H2,(H,26,28)
SMILES
C1=CC(=O)N(C1=O)CCC(=O)NCCOCCOCCC(=O)OC2=C(C(=C(C(=C2F)F)F)F)F

MAL-Di-EG-OPFP is a bifunctional PROTAC linker designed to connect a maleimide-bearing warhead handle to a second functional partner via an orthogonally reactive electrophile. Its ethylene glycol spacer supports productive ternary complex formation by improving linker flexibility and solubility in aqueous media. The OPFP functionality enables efficient conjugation under controlled conditions, facilitating modular PROTAC assembly. Detailed structural and reactivity considerations are provided below.

Structure: The linker contains an ethylene glycol–based spacer and a maleimide moiety, providing a conjugation-ready Michael acceptor. An OPFP-derived electrophilic group offers an additional, orthogonal reaction site. Overall, the structure is characterized by stable carbon–carbon and carbon–heteroatom connectivity with heteroatom-rich segments that enhance hydrophilicity.

Reactivity: Maleimide groups typically react with thiols through a Michael addition, proceeding under mildly basic aqueous conditions while minimizing competing nucleophiles. The OPFP electrophile is suited to subsequent coupling with appropriate nucleophiles, enabling stepwise PROTAC construction. Common approaches employ controlled pH buffering, compatible organic cosolvents when needed, and temperature management to preserve functional integrity of both ligands during sequential conjugation.

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* Our calculator is based on the following equation:
Concentration (start) x Volume (start) = Concentration (final) x Volume (final)
It is commonly abbreviated as: C1V1 = C2V2

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Tip: Chemical formula is case sensitive. C22H30N4O √ c22h30n40 ╳
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